1-Butyl-3-hydroxy-3-(2-oxo-2-pyridin-2-ylethyl)indol-2-one → 3-(2-(2,6-Dimethoxypyridin-3-yl)-2-oxoethyl)-3-hydroxy-5-methyl-1-propylindolin-2-one

HRID 1523070Notes

Reaction equation

HRID 1523070 reaction equation
C(N1C2C(=CC=CC=2)C(O)(CC(=O)C2C=CC=CN=2)C1=O)CCC.[CH3:25][C:26]1[CH:27]=[C:28]2[C:32](=[CH:33][CH:34]=1)[N:31]([CH2:35][CH2:36][CH3:37])[C:30](=[O:38])[C:29]2=[O:39].[CH3:40][O:41][C:42]1[C:47]([C:48](=[O:50])[CH3:49])=[CH:46][CH:45]=[C:44]([O:51][CH3:52])[N:43]=1>>[CH3:40][O:41][C:42]1[C:47]([C:48](=[O:50])[CH2:49][C:29]2([OH:39])[C:28]3[C:32](=[CH:33][CH:34]=[C:26]([CH3:25])[CH:27]=3)[N:31]([CH2:35][CH2:36][CH3:37])[C:30]2=[O:38])=[CH:46][CH:45]=[C:44]([O:51][CH3:52])[N:43]=1

Participants

4

Reactant 3

HCID 29441601-Butyl-3-hydroxy-3-(2-oxo-2-pyridin-2-ylethyl)indol-2-oneHCID 3125288Sbb038754HCID 162180743-Acetyl-2,6-dimethoxypyridine

Product 1

HCID 863006853-(2-(2,6-Dimethoxypyridin-3-yl)-2-oxoethyl)-3-hydroxy-5-methyl-1-propylindolin-2-one

Procedure

This compound was made in a similar manner to 1-butyl-3-hydroxy-3-(2-oxo-2-(pyridin-2-yl)ethyl)indolin-2-one using 5-methyl-1-propylindoline-2,3-dione and 1-(2,6-dimethoxypyridin-3-yl)ethanone (purchased from Fisher Scientific). 1H-NMR δ 8.14 (d, 1H) 7.23 (s, 1H), 7.08 (d, 1H), 6.76 (d, 1H), 6.36 (d, 1H), 4.67 (s, 1H), 3.99 (d, 6H), 3.69 (d, 1H), 3.66 (m, 2H), 3.47 (d, 1H), 2.29 (s, 3H), 1.75 (m, 2H), 0.98 (t, 3H).

Sources & evidence

ORD record
ord-1e01dcd94ab54d24bf8554bfc4a18315
Source dataset
uspto-grants-2015_07
Patent number
US09079853B2

Reaction notes

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